The first spiroconjugated TTF- and TCNQ-type molecules: A new class of electroactive systems?

Pilar Sandín, Ángeles Martínez-Grau, Luis Sánchez, Carlos Seoane, Rosendo Pou-Amérigo, Enrique Ortí, and Nazario Martín.

Organic Letters, 7(2) (2005) 295-298.

Abstract

Spiroconjugated TTF-type electron donors (13a-c) and TCNQ-type electron acceptors (10, 11) have been prepared from spiroquinone 9. Cyclic voltammetry reveals a relatively weak accepting ability for 10 and 11, and a strong electron-donor character for 13a-c. Whereas the spiroconjugation introduces a destabilization of the LUMO for compounds 9-11, the oppossite is observed for compound 13, thus justifying the redox potential values.